Penicillins and their preparation

Abstract

Penicillins of the formula: ##STR1## wherein R is an unsubstituted phenyl group or a substituted phenyl group having one or more hydroxyl groups or a cyclohexadienyl group and A represents a monocyclic or polycyclic nitrogen-containing heterocyclic aromatic ring, which are useful as antimicrobial agents having a broad antimicrobial spectrum against gram-positive and gram-negative bacteria including Pseudomonas and can be produced advantageously from the phenacyl ester of 6-aminopenicillanic acid through a series of steps.

What is claimed is: 
     
       1. A penicillin of the formula: ##STR60##wherein A represents a heterocyclic aromatic ring selected from the group consisting of pyridine, pyrimidine, pyridazine, triazine, pyrazine, quinoline, isoquinoline, cinnoline, naphthyridine, quinoxaline, pyrazolopyridine, thiazolopyrimidine and pyridopyrimidine. 
     
     
       2. A penicillin of the formula: ##STR61##and non-toxic, pharmaceutically acceptable salts thereof. 
     
     
       3. A penicillin of the formula: ##STR62## and non-toxic, pharmaceutically acceptable salts thereof. 
     
     
       4. A compound of the formula: ##STR63##wherein ##STR64##is a heterocyclic aromatic ring selected from the group consisting of pyridine, pyrimidine, pyridazine, triazine, pyrazine, quinoline, isoquinoline, cinnoline, naphthyridine, quinoxaline, pyrazolopyridine, thiazolopyrimidine and pyridopyrimidine.